HCID 67508259, compound → HCID 86665511, compound

HRID 1770679Notes

Reaction equation

HRID 1770679 reaction equation
[CH3:1][C:2]([NH:19]C(=O)OCC1C=CC=CC=1)([CH2:4][CH2:5][S:6]([CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH3:18])(=[O:8])=[O:7])[CH3:3]>CO>[CH3:3][C:2]([NH2:19])([CH2:4][CH2:5][S:6]([CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH3:18])(=[O:8])=[O:7])[CH3:1]

Participants

3

Reactant 1

HCID 67508259HCID 67508259, compound

Product 1

HCID 86665511HCID 86665511, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Benzyl 2-methyl-4-(2-(2-(2-methoxyethoxy)ethoxy)ethylsulfonyl)butan-2-ylcarbamate (790 mg, 1.83 mmol) was dissolved in methanol (15 ml) and was purged with nitrogen. Palladium on carbon (10%, 40 mg) was added, and the suspension was put under a blanket of hydrogen (1.3 atmospheres). The suspension was stirred for 1.5 hours, filtered through a 0.45 um PTFE filter, and the solution concentrated in vacuo. The material was used without further purification. 1H NMR (400 MHz, CDCl3) δ 1.19 (s, 6H), 1.91 (m, 2H), 2.14 (s, 2H), 3.2-3.3 (m, 4H), 3.38 (s, 3H), 3.5-3.7 (m, 8H), 3.92 (m, 2H); LRMS (ESI/APCI) m/z 298 [M+H]+.

Workup

  1. customwas purged with nitrogen
  2. additionPalladium on carbon (10%, 40 mg) was added
  3. filtrationfiltered through a 0.45 um PTFE
  4. filtrationfilter
  5. concentrationthe solution concentrated in vacuo
  6. customThe material was used without further purification

Sources & evidence

ORD record
ord-6c1b31ed213e47ed8d287794fbfbb58d
Source dataset
uspto-grants-2016_02
Patent number
US09248117B2

Reaction notes

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